In the past I had a problem with 2 different versions of python installed for different applications and I was able to resolve it by setting up a special Windows user account for the Trac server process, and set that user's environment variables for PATH and PYTHONHOME to the version of Python that was needed by Trac. Once I did that everything worked as expected. If I was going to run trac-admin at the command line, I had to 'runas' the Trac user account to get the environment setup correctly.
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